Imidazole → (3-Bromopropoxy)(tert-butyl)dimethylsilane

Temperature

0 °C

Separately, 7.0 g (corresponding to 50.4 mmol) of 2-bromopropanol and 6.86 g (corresponding to 101 mmol) of imidazole were dissolved in 50 mL of dimethylformamide, and cooled to 0° C. Then, 7.59 g (corresponding to 50.4 mmol) of t-butyldimethylchlorosilane was added thereto. After the reaction mixture was stirred at room temperature for 24 hours, it was supplemented with a saturated sodium chloride aqueous solution, and extracted three times with diethyl ether. The combined diethyl ether layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting crude product was purified by vacuum distillation (100° C., 70 mmHg), to obtain 7.23 g (corresponding to 30.2 mmol) of 1-bromo-3-(t-butyldimethylsiloxy)propane (FIG. 10, Step 3).

1. extractionextracted three times with diethyl ether
2. dry with materialThe combined diethyl ether layers were dried over anhydrous magnesium sulfate
3. concentrationconcentrated under reduced pressure
4. distillationThe resulting crude product was purified by vacuum distillation (100° C., 70 mmHg)

ORD record

ord-ad77c0c3e941425d86af4d13ba573f7f

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08207189B2